(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

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Chemical Name:(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one
CAS No.:441352-22-3
Molecular Formula:C₅₁H₆₈O₁₀Si
Molecular Weight:869.18
Hs Code.:

(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

Synonyms:(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

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Chemical Property of (2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

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Technology Process of (2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

There total 34 articles about (2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

: 250226-68-7
(2S,3R,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-ol

: 441352-22-3
(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 250226-96-1
(6S,7R)-6-Benzyloxy-7-benzyloxymethyl-oxepan-2-one

: 441352-22-3
(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / potassium bis(trimethylsilyl)amide; HMPA / tetrahydrofuran; toluene / 1 h / -78 °C

2.1: NaHCO₃ / Pd(PPh₃)4 / H₂O; tetrahydrofuran; dimethylformamide / 20 h / 50 °C

2.2: 243.1 mg / NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

3.1: 2,3-dimethyl-2-butene; BH₃*THF / tetrahydrofuran / -20 - 0 °C

3.2: 73 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h

4.1: (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,3-Dimethyl-2-butene; borane-THF; oxalyl dichloride; potassium hexamethylsilazane; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 2.1: Suzuki cross-coupling / 4.1: Swern oxidation;
DOI:10.1021/ol990885n

Reference yield:

: 441352-40-5
(5S,6R)-5,7-Bis-benzyloxy-6-hydroxy-heptanoic acid

: 441352-22-3
(2S,6S,7R)-6-Benzyloxy-7-benzyloxymethyl-2-[(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-2-ylmethyl]-oxepan-3-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,4,6-trichlorobenzoyl chloride; triethylamine / tetrahydrofuran / 20 °C

1.2: 64 percent / 4-(dimethylamino)pyridine / tetrahydrofuran; benzene / Heating

2.1: 75 percent / potassium bis(trimethylsilyl)amide; HMPA / tetrahydrofuran; toluene / 1 h / -78 °C

3.1: NaHCO₃ / Pd(PPh₃)4 / H₂O; tetrahydrofuran; dimethylformamide / 20 h / 50 °C

3.2: 243.1 mg / NaOH; aq. H₂O₂ / tetrahydrofuran / 0 - 20 °C

4.1: 2,3-dimethyl-2-butene; BH₃*THF / tetrahydrofuran / -20 - 0 °C

4.2: 73 percent / NaOH; aq. H₂O₂ / tetrahydrofuran / 2 h

5.1: (COCl)2; DMSO; triethylamine / CH₂Cl₂ / -78 - 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,3-Dimethyl-2-butene; borane-THF; oxalyl dichloride; 2,4,6-trichlorobenzoyl chloride; potassium hexamethylsilazane; sodium hydrogencarbonate; dimethyl sulfoxide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; 3.1: Suzuki cross-coupling / 5.1: Swern oxidation;
DOI:10.1021/ol990885n